SU1701103A3 - Method of struggle against weeds - Google Patents
Method of struggle against weeds Download PDFInfo
- Publication number
- SU1701103A3 SU1701103A3 SU4027602A SU4027602A SU1701103A3 SU 1701103 A3 SU1701103 A3 SU 1701103A3 SU 4027602 A SU4027602 A SU 4027602A SU 4027602 A SU4027602 A SU 4027602A SU 1701103 A3 SU1701103 A3 SU 1701103A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- soil
- herbicide
- formula
- compound
- methyl
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/14—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom
- C07D251/16—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom to only one ring carbon atom
- C07D251/18—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom to only one ring carbon atom with nitrogen atoms directly attached to the two other ring carbon atoms, e.g. guanamines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D521/00—Heterocyclic compounds containing unspecified hetero rings
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
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- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Environmental Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Health & Medical Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Cultivation Of Plants (AREA)
- Plural Heterocyclic Compounds (AREA)
- Cephalosporin Compounds (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Medicines Containing Plant Substances (AREA)
Abstract
Изобретение относитс к химическим способам борьбы с сорной и нежелательной растительностью. Способ основан на использовании производного сульфонилмоче- вины формулы о ., .оси, N-/ (OVS02NHCN-4O)N соосн 3 СН3 СН3 (О обладающего повышенной избирательностью действи и большей скоростью разложени его в почве. Соединение формулы (I) в дозе 8-125 г/га эффективно поражает многие сорные растени и не повреждает пшеницу и чмень. Период полураспада его в почве в 10 раз меньше, чем у его ближайшего аналога. 4 таблThe invention relates to chemical methods for controlling weeds and unwanted vegetation. The method is based on the use of a sulfonylurea derivative of the formula o ., .axes, N-/ (OVS02NHCN-4O)N coax 3 CH3 CH3 (O), which has an increased selectivity of action and a higher rate of its decomposition in the soil. The compound of formula (I) at a dose of 8 -125 g/ha effectively affects many weeds and does not damage wheat and barley. Its half-life in soil is 10 times less than that of its closest analogue.
Description
Изобретение относитс к химическим способам борьбы с сорной и нежелательной растительностью.This invention relates to chemical methods for controlling weeds and unwanted vegetation.
Целью изобретени вл етс повышение избирательности действи и сокращени периода фитотоксического действи гербицида в почве при использовании способа борьбы с сорн ками, основанного на применении производных сульфонилмоче- вины.The aim of the invention is to increase the selectivity of the action and shorten the period of phytotoxic action of the herbicide in the soil using the weed control method based on the use of sulfonylurea derivatives.
Пример 1. Получение М-метил-М-(4- метокси-6-метил-1,3,5-триазин-2-ил)-М (2- метоксикарбонилфенилсульфонил)мочеви ны (соединение А).Example 1. Preparation of M-methyl-M- (4-methoxy-6-methyl-1,3,5-triazin-2-yl) -M (2-methoxycarbonylphenylsulfonyl) urea (compound A).
К раствору 22,4 г (93 ммоль) 2-метокси- карбонилбензолсульфонилизоцианата в 100 мл дихлорметана добавл ют 10,7 г (69,9 ммоль) 2-метокси-4-метил-6-метиламино- 1,3,5-триазина и каталитическое количество 1,4-диаза (2,2,2)бициклооктана. Реакционную смесь перемешивают в токе азота при температуре окружающей среды в течениеTo a solution of 22.4 g (93 mmol) of 2-methoxycarbonylbenzenesulfonyl isocyanate in 100 ml of dichloromethane was added 10.7 g (69.9 mmol) of 2-methoxy-4-methyl-6-methylamino-1,3,5-triazine and a catalytic amount of 1,4-diaza (2,2,2) bicyclooctane. The reaction mixture is stirred in a stream of nitrogen at ambient temperature for
10-12 ч, отгон ют растворитель, остаток растирают с диэтиловым эфиром, промывают хлорбутаном и получают твердое вещество с температурой плавлени 126-131°С, выход 27,8 г10-12 hours, the solvent is distilled off, the residue is triturated with diethyl ether, washed with chlorbutane and a solid with a melting point of 126-131 ° C is obtained, yield 27.8 g
Пример 2. Определение гербицид- ного действи .Example 2. Determination of herbicidal action.
Семена опытных растений высевают в подготовленную почву и непосредственно после этого почву обрабатывают раствором активного вещества в нефитотоксичном растворителе (довсходова обработка)Seeds of experimental plants are sown in prepared soil and immediately after that the soil is treated with a solution of the active substance in a non-phytotoxic solvent (pre-emergence treatment)
При послевсходовой обработке опытные растени выращивают в услови х теп- лииы до высоты 1-15 см и затем обрабатывают их раствором активного вещества .In post-harvest treatment, test plants are grown under conditions of heat up to a height of 1-15 cm and then treated with a solution of the active substance.
Оценку гербицидного действи прово- д тчерезЗ нед после обработки и выражают ее в процентах.The assessment of the herbicidal effect is carried out after weeks of treatment and expressed as a percentage.
Дл сравнени используют известный гербицид М-(4-метокси-6-метил-1,3 5-триа (/)For comparison, the known herbicide M- (4-methoxy-6-methyl-1,3 5-tria (/)
СWITH
чh
оabout
ЫS
GOGO
зин-2-ил)-Ы1-(2-метоксикарбонилфенил- сульфонил)мочевину (соединение В).Zin-2-yl) -Y1- (2-methoxycarbonylphenylsulfonyl) urea (compound B).
Результаты опытов представлены в табл. 1 и 2.The results of the experiments are presented in table. 1 and 2.
Пример 3. Определение скорости разложени гербицида в почве (периода полураспада).Example 3. Determination of the rate of decomposition of a herbicide in soil (half-life).
Подготовленную почву, имеющую высокое значение рН, обрабатывают гербицидом , тщательно перемешивают и инкубируют при 30°С в течение определенного времени, После этого в почву высевают чувствительные виды растений и след т за их развитием.The prepared soil with a high pH value is treated with a herbicide, mixed thoroughly and incubated at 30 ° C for a certain time. After that, sensitive plant species are sown in the soil and followed by their development.
По второму варианту такую же почву обрабатывают тем же гербицидом в различных дозах и сразу же высевают в нее те же чувствительные растени .In the second embodiment, the same soil is treated with the same herbicide in various doses and immediately sown into it the same sensitive plants.
Оценку роста опытных растений и степень воздействи на них гербицида провод т через 21 день. При этом определ ют содержание оставшегос в инкубированной почве гербицида и оценивают степень воздействи гербицида на растени в неинкубированной почве.The growth of the test plants and the degree of exposure of the herbicide to them are evaluated after 21 days. The content of the herbicide remaining in the incubated soil is then determined and the extent of the effect of the herbicide on the plants in the non-incubated soil is evaluated.
Исход из первоначальной концентрации гербицида в почве, его остаточного количества и числа суток инкубировани , определ ют период полураспада гербицида .Based on the initial concentration of the herbicide in the soil, its residual amount and the number of days of incubation, the half-life of the herbicide is determined.
В опыте с соединением А в почву заделывают 35 г/га гербицида и инкубирование почвы провод т в течение 10 сут.In the experiment with compound A, 35 g / ha of herbicide are embedded in the soil, and the incubation of the soil is carried out for 10 days.
В опыте с соединением В в почву заделывают л-9 г/га гербицида и инкубируют почву в течение 95 сут.In the experiment with compound B, L-9 g / ha of herbicide is embedded in the soil and the soil is incubated for 95 days.
Результаты опытов представлены в табл. 3 и А.The results of the experiments are presented in table. 3 and A.
Исход из этих результатов, определ ют концентрацию оставшегос в почве гербицида и период его полураспада.From these results, the concentration of the remaining herbicide in the soil and its half-life are determined.
В первом случае (соединение А) остаточна концентраци составл ет 7 г/га, а период полураспада около 4 сут.In the first case (compound A), the residual concentration is 7 g / ha, and the half-life is about 4 days.
Во втором случае (соединение В) остаточна концентраци составл ет 4 г/га, а период полураспада около 40 сут.In the second case (compound B), the residual concentration is 4 g / ha, and the half-life is about 40 days.
Таким образом, предлагаемое соединение обладает не только повышенной избирательностью действи в отношенииThus, the proposed compound has not only an increased selectivity of action with respect to
Claims (1)
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| LTRP431A LT2043B (en) | 1985-05-10 | 1993-03-18 | THE FIGHT AGAINST POTENTIAL PLANT |
| LV930353A LV5694A3 (en) | 1985-05-10 | 1993-05-14 | Attack to combat the untreated plants |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US73278385A | 1985-05-10 | 1985-05-10 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU925011399A Division RU2093512C1 (en) | 1985-05-10 | 1992-04-20 | 2-[(n-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-n- methylaminocarbonyl) aminosulfonyl] benzoic acid methyl ester, and herbicidal composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU1701103A3 true SU1701103A3 (en) | 1991-12-23 |
Family
ID=24944940
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU4027602A SU1701103A3 (en) | 1985-05-10 | 1986-05-08 | Method of struggle against weeds |
Country Status (23)
| Country | Link |
|---|---|
| EP (1) | EP0202830B1 (en) |
| KR (1) | KR900003851B1 (en) |
| CN (1) | CN1016343B (en) |
| AT (1) | ATE48273T1 (en) |
| AU (1) | AU602654B2 (en) |
| CA (1) | CA1230120A (en) |
| DE (1) | DE3667171D1 (en) |
| DK (1) | DK170906B1 (en) |
| ES (1) | ES8800672A1 (en) |
| FI (1) | FI90188C (en) |
| GR (1) | GR861214B (en) |
| HU (1) | HU200079B (en) |
| IE (1) | IE58713B1 (en) |
| IL (1) | IL78749A (en) |
| LT (1) | LT3307B (en) |
| NO (1) | NO170683C (en) |
| NZ (1) | NZ216104A (en) |
| PT (1) | PT82556B (en) |
| RU (2) | RU1837771C (en) |
| SU (1) | SU1701103A3 (en) |
| TR (1) | TR23039A (en) |
| UA (1) | UA4200A (en) |
| ZA (1) | ZA863461B (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2171253C2 (en) * | 1994-04-29 | 2001-07-27 | Хехст Шеринг Агрево ГмбХ | Acylated aminophenylsulfonyl ureas of salts thereof intermediate phenylsulfonyls, herbicidal agent and method of controlling weeds |
| RU2177003C2 (en) * | 1995-11-02 | 2001-12-20 | Хехст Шеринг Агрево ГмбХ | Method of synthesis of aminophenylsulfonylureas (variants), intermediate compounds |
| RU2220962C2 (en) * | 1997-01-23 | 2004-01-10 | Хехст Шеринг Агрево ГмбХ | Derivatives of phenylsulfonulurea (variants) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3716657A1 (en) * | 1987-05-19 | 1988-12-01 | Basf Ag | HERBICIDAL SULFONAMIDES, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE FOR INFLUENCING PLANT GROWTH |
| AP112A (en) * | 1988-03-16 | 1990-03-05 | Ici South Africa Ltd | Herbicides. |
| BR8907515A (en) | 1988-06-28 | 1991-05-28 | Du Pont | PESTICIDE FORMULATIONS IN TABLETS |
| IL88135A (en) * | 1988-10-24 | 1994-04-12 | Bromine Compounds Ltd | Process for the preparation of 3-phenoxybenzylalcohol |
| CN1066016C (en) * | 1996-01-18 | 2001-05-23 | 化学工业部沈阳化工研究院 | Weedicide mixture of sulfonylurea |
| CN1068039C (en) * | 1997-02-25 | 2001-07-04 | 石油大学(北京) | Hydrocarbon grease and its preparation |
| DE10036002A1 (en) * | 2000-07-25 | 2002-02-14 | Aventis Cropscience Gmbh | Herbicidal agents |
| EP2052606A1 (en) | 2007-10-24 | 2009-04-29 | Bayer CropScience AG | Herbicide combination |
| DE102008037620A1 (en) | 2008-08-14 | 2010-02-18 | Bayer Crop Science Ag | Herbicide combination with dimethoxytriazinyl-substituted difluoromethanesulfonylanilides |
| US9668483B1 (en) | 2015-12-01 | 2017-06-06 | Rotam Agrochem Inernational Company Limited | Synergistic herbicidal composition and use thereof |
| US9643936B1 (en) * | 2015-12-01 | 2017-05-09 | Rotam Agrochem International Company Limited | Form of tribenuron-methyl, a process for its preparation and use of the same |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4383113A (en) * | 1978-05-30 | 1983-05-10 | E. I. Du Pont De Nemours And Company | Agricultural sulfonamides |
| DE3375916D1 (en) * | 1982-08-23 | 1988-04-14 | Ciba Geigy Ag | Process for the preparation of herbicides and plant growth regulating sulfonyl ureas |
| US4780125A (en) * | 1982-09-01 | 1988-10-25 | Ciba-Geigy Corporation | N-phenylsulfonyl-N'-triazinylureas |
| DE3472881D1 (en) * | 1983-03-28 | 1988-09-01 | Ciba Geigy Ag | N-PHENYLSULFONYL-N'-PYRIMIDINYL- AND -TRIAZINYL UREA |
| EP0124295B1 (en) * | 1983-04-04 | 1991-04-03 | E.I. Du Pont De Nemours And Company | Stabilized aqueous formulations of sulfonylureas |
-
1986
- 1986-05-06 AU AU57188/86A patent/AU602654B2/en not_active Expired
- 1986-05-06 CA CA000508533A patent/CA1230120A/en not_active Expired
- 1986-05-08 UA UA4027602A patent/UA4200A/en unknown
- 1986-05-08 SU SU4027602A patent/SU1701103A3/en active
- 1986-05-09 IL IL78749A patent/IL78749A/en not_active IP Right Cessation
- 1986-05-09 DK DK217386A patent/DK170906B1/en not_active IP Right Cessation
- 1986-05-09 FI FI861959A patent/FI90188C/en not_active IP Right Cessation
- 1986-05-09 ES ES554849A patent/ES8800672A1/en not_active Expired
- 1986-05-09 KR KR1019860003620A patent/KR900003851B1/en not_active Expired
- 1986-05-09 GR GR861214A patent/GR861214B/en unknown
- 1986-05-09 NO NO861855A patent/NO170683C/en not_active IP Right Cessation
- 1986-05-09 DE DE8686303538T patent/DE3667171D1/en not_active Expired - Lifetime
- 1986-05-09 IE IE123486A patent/IE58713B1/en not_active IP Right Cessation
- 1986-05-09 EP EP86303538A patent/EP0202830B1/en not_active Expired
- 1986-05-09 NZ NZ216104A patent/NZ216104A/en unknown
- 1986-05-09 PT PT82556A patent/PT82556B/en unknown
- 1986-05-09 HU HU861932A patent/HU200079B/en unknown
- 1986-05-09 TR TR244/86A patent/TR23039A/en unknown
- 1986-05-09 AT AT86303538T patent/ATE48273T1/en not_active IP Right Cessation
- 1986-05-09 ZA ZA863461A patent/ZA863461B/en unknown
- 1986-05-10 CN CN86103235A patent/CN1016343B/en not_active Expired
-
1989
- 1989-12-12 RU SU894742594A patent/RU1837771C/en active
-
1992
- 1992-04-20 RU SU925011399A patent/RU2093512C1/en active
-
1993
- 1993-03-18 LT LTIP430A patent/LT3307B/en not_active IP Right Cessation
Non-Patent Citations (1)
| Title |
|---|
| Патент US № 4383113, кл. С 07 D 251/18,1983. * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2171253C2 (en) * | 1994-04-29 | 2001-07-27 | Хехст Шеринг Агрево ГмбХ | Acylated aminophenylsulfonyl ureas of salts thereof intermediate phenylsulfonyls, herbicidal agent and method of controlling weeds |
| RU2177003C2 (en) * | 1995-11-02 | 2001-12-20 | Хехст Шеринг Агрево ГмбХ | Method of synthesis of aminophenylsulfonylureas (variants), intermediate compounds |
| RU2220962C2 (en) * | 1997-01-23 | 2004-01-10 | Хехст Шеринг Агрево ГмбХ | Derivatives of phenylsulfonulurea (variants) |
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